Discover a selection of 1,000 holiday rentals in Berkshire County, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo holiday homes have the best amenities for hanging out with the people that matter most, including pool and internet/WiFi. Prices start at £ 41 per night, and houses and cabins are popular options for a stay in Berkshire County. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Berkshire County

How many holiday rentals are available around Berkshire County?

Our 2021 accommodation listings offer a large selection of 761 holiday lettings around Berkshire County. From 562 houses to 89 cabins, find unique self catering accommodation for you to enjoy a memorable stay with your family and friends for a long holiday or a weekend break.

What are the most popular destinations to visit in Berkshire County?

There are many lovely places to stay for a long holiday or just a weekend break in Berkshire County. From Vrbo UK travellers, the popular destinations to visit are:

  • Pittsfield: 595 holiday homes
  • North Egremont: 300 holiday homes
  • Jiminy Peak Mountain Resort: 347 holiday homes
  • Lenox: 237 holiday homes
  • Lee: 519 holiday homes

Vrbo UK offers you the possibility to discover many other popular destinations in Berkshire County! Please use our search bar to access the selection of self catering accommodations available in other popular destinations.

What are the main cities to discover in Berkshire County?

Whether you are travelling solo or with family and friends, here are the cities in Berkshire County with the largest selection of holiday lettings for a perfect city break:

  • Pittsfield: 595 holiday lettings
  • Lenox: 237 holiday lettings
  • Lee: 519 holiday lettings
  • Otis: 346 holiday lettings
  • Stockbridge: 472 holiday lettings

For other cities, please use our search bar to access the selection of holiday homes available.

What are the most popular points of interest and landmarks to stay near in Berkshire County?

Vrbo UK offers a large selection of holiday lettings near great places to visit in Berkshire County. From Vrbo UK travellers, the top popular points of interest to stay for a holiday trip or just for a weekend are:

  • Ashley House: 524 holiday rentals
  • Windsor Lake Park: 353 holiday rentals
  • Tanglewood Music Center: 538 holiday rentals
  • Pleasant Valley Wilderness Sanctuary: 532 holiday rentals
  • Charles H. Baldwin & Sons: 693 holiday rentals

But there are many other points of interest around Berkshire County listed on Vrbo UK where you can find your place to stay. Just write your wanted destination in our search bar and have a look at our selection of holiday accommodations.

Explore destinations around Berkshire County

Pittsfield
595 holiday rentals
Lenox
237 holiday rentals
Lee
519 holiday rentals
Otis
346 holiday rentals
Stockbridge
472 holiday rentals
Williamstown
190 holiday rentals
Lanesborough
177 holiday rentals
Peru
92 holiday rentals
Dalton
270 holiday rentals
South Egremont
276 holiday rentals
West Stockbridge
281 holiday rentals
Cheshire
181 holiday rentals
Mill River
163 holiday rentals
Windsor
76 holiday rentals
Great Barrington
436 holiday rentals
Sheffield
467 holiday rentals
Monterey
356 holiday rentals
Becket
402 holiday rentals
Sandisfield
812 holiday rentals
Hinsdale
425 holiday rentals